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Abstract

In the solid state, the structure of the title compound, C16H18N4O2, is stabilized by inter­molecular N—HO and O—HO hydrogen bonds. These hydrogen bonds arrange the mol­ecules into a double-layer supra­molecular structure. The mol­ecular conformation is is consolidated by an intra­molecular N—HN hydrogen bond. The dihedral angle between the aromatic rings is 8.01 (10)°

Acknowledgments

We gratefully acknowledge support for this project by Consejo Nacional de Ciencia y Tecnología (CONACyT grant 60467), Consejo del Sistema Nacional de EducaciónTecno­lógica (COSNET grant 486–02-P) and a graduate scholarship from CONACyT for F. Rocha-Alonzo. The authors are indebted to Adrián Ochoa Terán and Ignacio Rivero Espejel for their support in this work. We acknowledge Universidad Autónoma de Nuevo-León (Monterrey, México) for diffractometer time.

supplementary crystallographic
information

Comment

The synthesis of alternative ligands to stabilize dinuclear complexes and
control their reactivity is an area of great importance in coordination and
organometallic chemistry (for recent literature see: Das et al.,
2008;
Estevan et al., 2006; Jie et al., 2007; Müller
& Vogt, 2007;
Schilling et al., 2008). In this context, we have focused our
attention
to the synthesis of 1,3-bis(aryl)triazenes as precursors for triazenido
ligands bearing Lewis basic ortho substituents such as ester, methoxy
and methylmercapto groups (Nuricumbo-Escobar et al., 2007;
Ríos-Moreno et al., 2003; Rodríguez et al.,
1999; Tejel
et al., 2004); it has been found that the nature of the
substituent produces a dramatic impact on their coordination chemistry and
reactivity. As part of our ongoing research, we have synthesized the title
compound (I, Fig. 1) using the diazonium salt N-coupling methodology.